Copper-catalyzed intermolecular carboetherification of unactivated alkenes by alkyl nitriles and alcohols

Angewandte Chemie
Claire Chatalova-SazepinJieping Zhu

Abstract

A three-component carboetherification of unactivated alkenes has been developed allowing the rapid building of complexity from simple starting materials. A wide range of α-substituted styrenes underwent smooth reactions with unactivated alkyl nitriles and alcohols to afford γ-alkoxy alkyl nitriles with concomitant generation of a quaternary carbon center. A radical clock experiment provided clear-cut evidence that the reaction proceeds through a tertiary alkyl radical intermediate.

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Citations

Sep 22, 2015·Angewandte Chemie·Rosa López, Claudio Palomo
Sep 9, 2015·Organic Letters·Xing-Wang LanYi-He Li
Aug 4, 2015·Chemistry : a European Journal·Yamin ZhuZengming Shen
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Nov 24, 2016·Chemical Communications : Chem Comm·Zhong-Quan Liu, Zejiang Li
Jun 14, 2018·Chemistry, an Asian Journal·Ji-Shu ZhangLi-Biao Han
Aug 11, 2017·Angewandte Chemie·Xuesong WuVy M Dong
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Oct 17, 2018·Chemical Communications : Chem Comm·Xuan-Hui OuyangJin-Heng Li
May 21, 2019·Angewandte Chemie·Balázs BudaiJieping Zhu
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Nov 7, 2019·Angewandte Chemie·Shenghan TengJianrong Steve Zhou
Jan 14, 2020·Chemical Communications : Chem Comm·Sensheng Liu, Martin Klussmann
Feb 7, 2018·Chemical Communications : Chem Comm·Yahui LiXiao-Feng Wu

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